DB-2073
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-02800 |
| CAS | 39341-78-1 |
| Molecular Weight | 236.35 |
| Molecular Formula | C15H24O2 |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-02800 | 100 mg | $6980 | In stock |
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Add to cartDescription
DB-2073 is produced by the strain of Pseudomonas B-9004. It has the activity against streptococcus pneumoniae and tinea gypsum mold.
Specification
| Synonyms | 2-n-hexyl-5-n-propylresorcinol; Antibiotic DB 2073; 2-Hexyl-5-propyl-1,3-benzenediol; BRN 1964593 |
| IUPAC Name | 2-hexyl-5-propylbenzene-1,3-diol |
| Canonical SMILES | CCCCCCC1=C(C=C(C=C1O)CCC)O |
| InChI | InChI=1S/C15H24O2/c1-3-5-6-7-9-13-14(16)10-12(8-4-2)11-15(13)17/h10-11,16-17H,3-9H2,1-2H3 |
| InChI Key | VERGPVBZPMTZDY-UHFFFAOYSA-N |
Properties
| Appearance | Colorless Crystalline |
| Antibiotic Activity Spectrum | Gram-positive bacteria; fungi |
| Boiling Point | 379.2°C at 760 mmHg |
| Melting Point | 86-88°C |
| Density | 1.008 g/cm3 |
Reference Reading
1. darR and darS are regulatory genes that modulate 2-hexyl, 5-propyl resorcinol transcription in Pseudomonas chlororaphis PCL1606
Claudia E Calderón, Víctor J Carrión, Antonio de Vicente, Francisco M Cazorla Microbiology (Reading). 2014 Dec;160(Pt 12):2670-2680. doi: 10.1099/mic.0.082677-0. Epub 2014 Sep 17.
Pseudomonas chlororaphis PCL1606 synthesizes the antifungal antibiotic 2-hexyl, 5-propyl resorcinol (HPR), which is crucial for the biocontrol of fungal soil-borne pathogens. The genetic basis for HPR production lies in the dar genes, which are directly involved in the biosynthesis of HPR. In the present study, we elucidated the genetic features of the dar genes. Reverse transcription PCR experiments revealed an independent organization of the dar genes, except for darBC, which was transcribed as a polycistronic mRNA. In silico analysis of each gene revealed putative promoters and terminator sequences, validating the proposed gene arrangement. Moreover, experiments utilizing 5' rapid amplification of cDNA ends were used to determine the transcriptional initiation sites for the darA, darBC, darS and darR gene promoters, and subsequently to confirm the functionality of these regions. The results of quantitative real-time PCR experiments indicated that biosynthetic dar genes were not only modulated through the global regulator gacS, but also through darS and darR. The interplay between darS and darR revealed transcriptional cross-inhibition. However, these results also showed that other regulatory parameters play a role in HPR production, such as the environmental conditions and additional regulatory genes.
2. Role of 2-hexyl, 5-propyl resorcinol production by Pseudomonas chlororaphis PCL1606 in the multitrophic interactions in the avocado rhizosphere during the biocontrol process
Claudia E Calderón, Antonio de Vicente, Francisco M Cazorla FEMS Microbiol Ecol. 2014 Jul;89(1):20-31. doi: 10.1111/1574-6941.12319. Epub 2014 Mar 31.
Different bacterial traits can contribute to the biocontrol of soilborne phytopathogenic fungus. Among others, (1) antagonism, (2) competition for nutrients and niches, (3) induction of systemic resistance of the plants and (4) predation and parasitism are the most studied. Pseudomonas chlororaphis PCL1606 is an antagonistic rhizobacterium that produces the antifungal metabolite 2-hexyl, 5-propyl resorcinol (HPR). This bacterium can biologically control the avocado white root rot caused by Rosellinia necatrix. Confocal laser scanning microscopy of the avocado rhizosphere revealed that this biocontrol bacterium and the fungal pathogen compete for the same niche and presumably also for root exudate nutrients. The use of derivative mutants in the geners related to HPR biosynthesis (dar genes) revealed that the lack of HPR production by P. chlororaphis PCL1606 negatively influences the bacterial colonisation of the avocado root surface. Microscopical analysis showed that P. chlororaphis PCL1606 closely interacts and colonises the fungal hyphae, which may represent a novel biocontrol mechanism in this pseudomonad. Additionally, the presence of HPR-producing biocontrol bacteria negatively affects the ability of the fungi to infect the avocado root. HPR production negatively affects hyphal growth, leading to alterations in the R. necatrix physiology visible under microscopy, including the curling, vacuolisation and branching of hyphae, which presumably affects the colonisation and infection abilities of the fungus. This study provides the first report of multitrophic interactions in the avocado rhizosphere, advancing our understanding of the role of HPR production in those interactions.
3. Biosynthesis and function of bacterial dialkylresorcinol compounds
Tim A Schöner, Darko Kresovic, Helge B Bode Appl Microbiol Biotechnol. 2015 Oct;99(20):8323-8. doi: 10.1007/s00253-015-6905-6. Epub 2015 Aug 14.
This review summarizes the research of bacterially produced dialkylresorcinols (DARs). We will give an overview about the DAR-related research during the last 40 years. Furthermore, a brief introduction into the class of ketosynthases (KS) and examples of these enzymes which show a deviation to the usual catalytic activity is given. One of these is DarB, which is involved in the DAR biosynthesis. The clustering and distribution of the DAR biosynthesis gene clusters (BGC), that has been identified in more than 100 genomes from taxonomically distinct bacteria, is discussed regarding the structures of the biosynthetic products from these BGCs. Finally, the biological activities of described DARs are summarized and possible methods for the detection and structure elucidation of DARs are given.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
